Isocupressic acid

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Isocupressic acid
Names
IUPAC name
(13E)-15-Hydroxylabda-8(20),13-dien-19-oic acid
Systematic IUPAC name
(1S,4aR,5S,8aR)-5-[(3E)-5-Hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidenedecahydronaphthalene-1-carboxylic acid
Identifiers
3D model (
JSmol
)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C20H32O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h10,16-17,21H,2,5-9,11-13H2,1,3-4H3,(H,22,23)/b14-10+/t16-,17+,19+,20-/m0/s1
    Key: DOYKMKZYLAAOGH-DOEMEAPXSA-N
  • InChI=1/C20H32O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h10,16-17,21H,2,5-9,11-13H2,1,3-4H3,(H,22,23)/b14-10+/t16-,17+,19+,20-/m0/s1
    Key: DOYKMKZYLAAOGH-DOEMEAPXBD
  • O=C(O)[C@]1(CCC[C@@]2([C@H](/C(=C)CC[C@@H]12)CCC(=C/CO)/C)C)C
Properties
C20H32O3
Molar mass 320.473 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Isocupressic acid is a diterpene acid present in a variety of conifer needles. It induces abortion in cattle.[1] It is found in all parts of the

monterey pine (P. radiata).[3]

References

  1. PMID 14998650
    .
  2. S2CID 19523938
    .
  3. ISBN 9781118413388
    .


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